Photo by ‎Staci Neidert

Search Vacation Homes in Baileys Harbor

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 407 Vacation Homes in Baileys Harbor with updated reviews, rates, and availability.

Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

10.0 out of 10, Exceptional, (59)
"Everyone loved our stay! From all the king bedrooms, to all the seating, pool house, game room, theatre room…not a single person was bored! The pool room was nice and warm, pool temp was perfect, kitchen space and dining room had so much room. They had lots of extras such as fans, night lights, pack n plays & kid stuff, etc. Would definitely rent again! "
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Home w/ Fireplace < 1 Mi to Peninsula State Park!

9.6 out of 10, Exceptional, (8)
"Just beautiful! So much room for everyone and was very clean. Great location. "
Home w/ Fireplace < 1 Mi to Peninsula State Park!

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

10.0 out of 10, Exceptional, (233)
"The house was clean and had everything we needed. The view of the Canna Island lighthouse was delightful, especially at night. We did day trips to the state parks for hiking, took the Washington Island ferry, and enjoyed the local restaurants. The DVD collection at the house was huge, we did one of the jigsaw puzzles, and read the books about the local history. The beds and pillows were very comfortable and the water pressure in the showers was great. We would definitely stay here again!"
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Sister Bay Vintage Log Cabin

10.0 out of 10, Exceptional, (167)
"Had a great few days in Sister Bay with my wife and our two dogs. Great time!!"
Sister Bay Vintage Log Cabin

The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6

10.0 out of 10, Exceptional, (144)
"Awesome log cabin in the middle of the peninsula. Quick access to everything in Door County."
The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6

Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor

10.0 out of 10, Exceptional, (54)
"We stayed at the house for a long weekend with our adult children, their spouses, and our grandsons. The house was perfect for the 10 of us. Plenty of space and fully equipped with everything we needed. Very clean and comfortable. The owners were great to work with. We hope to stay there again in the future! "
Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor

Peaceful cul-de-sac and Walking Distance to Sister Bay

9.6 out of 10, Exceptional, (49)
"Nice"
Peaceful cul-de-sac and Walking Distance to Sister Bay

Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!

7.2 out of 10, Good, (51)
"My friends and I really enjoyed our quick stay here. It was well priced for a big group of friends. Cozy and had everything we needed"
Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!

Cool + Modern! Arcades, Movie RM, Private Pond!

9.6 out of 10, Exceptional, (23)
"Great home with literally all the essentials you should need! Very spacious house that can accommodate the whole families needs - game room, kids play room, theater room, and a couple of sitting rooms. Unfortunately it rained the whole time we were there or we would have chilled out in the backyard which was spacious and had a nice fire pitt area. We will definitely stay again when in the area."
Cool + Modern! Arcades, Movie RM, Private Pond!

Premier Vacation Rental, Pet Friendly, Walk to Water, Restaurant, Shopping, WiFi

9.6 out of 10, Exceptional, (132)
"Very large home and spacious bedrooms. Lovely furniture and huge kitchen. Great wooded lot and quiet neighborhood. I'd highly recommend this home. We all enjoyed staying there."
Premier Vacation Rental, Pet Friendly, Walk to Water, Restaurant, Shopping, WiFi

Newly updated cottage on 12 acres only minutes from Potawatomi State Park!

9.0 out of 10, Wonderful, (45)
"Good overall stay, has everything needed. Not the nothing fancy. Checkkng was simple and they respond very quickly "
Newly updated cottage on 12 acres only minutes from Potawatomi State Park!

Door County Townhome: Pool Access, 1 Mi to Beach!

9.8 out of 10, Exceptional, (11)
"We had a great stay in Door County. Condo was spacious for our family of 6."
Door County Townhome: Pool Access, 1 Mi to Beach!

Private Retreat in the Woods

9.8 out of 10, Exceptional, (102)
"Cozy home surrounded by beatiful conifers. Quiet, safe neighborhood. "
Private Retreat in the Woods

Grand Egg Harbor Home w/ Stunning Lake Views!

9.2 out of 10, Wonderful, (17)
"This place is great! Gorgeous house, location was ideal for us, the view was spectacular. Plenty of room for multiple couples. Was a very lovely stay in Egg Harbor."
Grand Egg Harbor Home w/ Stunning Lake Views!

Nestled in the woods among the sand dunes

10.0 out of 10, Exceptional, (51)
"As three college roommates that take a yearly trip together, we arrived to our “home” for three nights. The home was inviting, starting with the welcoming fisherman statue. We enjoyed the well-equipped kitchen, the warm fire during the chilly nights and the comfortable beds. I would definitely recommend this rental to a family or friends. The surrounding area is beautiful especially with the fall colors. It is close places in Door County. One of the nicest homes to rent."
Nestled in the woods among the sand dunes

Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

9.6 out of 10, Exceptional, (11)
"Beautiful home, great location for anywhere in Door County. "
Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek

10.0 out of 10, Exceptional, (45)
"Cute place and nice convenient location "
Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek

NEW! A truly pretty, spacious home - for 1 or 2 couples, or a small family.

10.0 out of 10, Exceptional, (58)
"The property is amazing and the host, Colin is great. Can’t wait to return in spring when all the flora is in full bloom. "
The price is SAR 522
SAR 1,147 total
includes taxes & fees
16 Apr - 17 Apr
NEW! A truly pretty, spacious home - for 1 or 2 couples, or a small family.

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

8.6 out of 10, Excellent, (111)
"Great property within walking distance of anything you would want in Bailey’s Harbor"
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Lake Michigan Beach Home with Over 100’ of Private Sand Beach! Pets Welcome!

10.0 out of 10, Exceptional, (217)
"Great locationClean, well equipped home!"
Lake Michigan Beach Home with Over 100’ of Private Sand Beach! Pets Welcome!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Baileys Harbor
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Baileys Harbor

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

10.0 out of 10, Exceptional, (233)
"The house was clean and had everything we needed. The view of the Canna Island lighthouse was delightful, especially at night. We did day trips to the state parks for hiking, took the Washington Island ferry, and enjoyed the local restaurants. The DVD collection at the house was huge, we did one of the jigsaw puzzles, and read the books about the local history. The beds and pillows were very comfortable and the water pressure in the showers was great. We would definitely stay here again!"
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Red Cherry Woods Cottage 🍒 New Construction!

10.0 out of 10, Exceptional, (51)
"Wife and i got away for 3 nights. Quiet, very clean, and everything is new in the cottageOutsanding views of the woods through huge windows in the unit.. but motion controlled blinds make privacy easy as wellVery close to heart of Baileys harbor—3 min drive.. great soot to relax and unwind"
The price is SAR 938
SAR 2,057 total
includes taxes & fees
10 May - 11 May
Red Cherry Woods Cottage 🍒 New Construction!

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

8.6 out of 10, Excellent, (111)
"Great property within walking distance of anything you would want in Bailey’s Harbor"
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.